A method is disclosed for treating a residual stream from bisphenol manufacture, wherein the residual stream comprises unreacted phenols, bisphenol isomers, trisphenols, organic sulfides and water. The method comprises contacting at least a portion of the residual stream or a reaction product thereof with an acidic catalyst under conditions sufficient to allow acid-catalyzed hydrolysis of organic sulfides in the residual stream to the corresponding thiols and produce an effluent stream, and then distilling at least a portion of the effluent stream to recover distillate products comprising phenols and thiols and produce a bottoms product comprising bisphenol isomers and trisphenols, and having a lower content of organic sulfides than the residual stream.

A method is disclosed for treating a residual stream from bisphenol manufacture, wherein the residual stream comprises unreacted phenols, bisphenol isomers, trisphenols, organic sulfides and water. The method comprises contacting at least a portion of the residual stream or a reaction product thereof with an acidic catalyst under conditions sufficient to allow acid-catalyzed hydrolysis of organic sulfides in the residual stream to the corresponding thiols and produce an effluent stream, and then distilling at least a portion of the effluent stream to recover distillate products comprising phenols and thiols and produce a bottoms product comprising bisphenol isomers and trisphenols, and having a lower content of organic sulfides than the residual stream.

Provided is a method of decomposing phenol-based by-product, and more particularly, a method of decomposing phenol-based by-product including: introducing a phenol-based by-product stream, a first stream of a side discharge stream from a decomposition device, and a process water stream to a mixing device and mixing the streams; introducing a discharge stream from the mixing device to a layer separation device to phase-separate the discharge stream into an oil phase and an aqueous phase; passing an oil stream discharged from the layer separation device through any one or more of a first heat exchanger and a second heat exchanger and introducing the oil stream to the decomposition device to carry out decomposition; and supplying the first stream of the side discharge stream from the decomposition device to the mixing device, forming a mixed stream of a second stream of the side discharge stream with a lower discharge stream and discharging the mixed stream, and recovering effective components from an upper discharge stream.

Provided is a method of decomposing phenol-based by-product, and more particularly, a method of decomposing phenol-based by-product including: introducing a phenol-based by-product stream, a first stream of a side discharge stream from a decomposition device, and a process water stream to a mixing device and mixing the streams; introducing a discharge stream from the mixing device to a layer separation device to phase-separate the discharge stream into an oil phase and an aqueous phase; passing an oil stream discharged from the layer separation device through any one or more of a first heat exchanger and a second heat exchanger and introducing the oil stream to the decomposition device to carry out decomposition; and supplying the first stream of the side discharge stream from the decomposition device to the mixing device, forming a mixed stream of a second stream of the side discharge stream with a lower discharge stream and discharging the mixed stream, and recovering effective components from an upper discharge stream.

Disclosed are methods for separating, recovering, and purifying cannabidiolic acid (CBDA) salts from an organic solvent solution comprising a mixture of cannabinoids. The methods comprise solubilizing the mixture of cannabinoids in C5-C7 hydrocarbon solvents, adding thereto a selected amine to thereby precipitate a CBDA-amine salt therefrom, dissolving the recovered CBDA-amine salt in a selected solvent and then adding thereto a selected antisolvent to thereby recrystallizing a purified CBDA-amine salt therefrom. The recrystallized CBDA-amine salt may be decarboxylated to form a mixture of cannabidiol (CBD) and amine. The CBD amine mixture may be acidified to separate the amine from CBD. The recovered CBD may be concentrated to produce a highly purified CBD. Also disclosed are CBDA-amine salts produced with certain amines selected from groups of secondary amines, tertiary amines, diamines, amino alcohols, amino ethers, and highly basic amines.

Disclosed are methods for separating, recovering, and purifying cannabidiolic acid (CBDA) salts from an organic solvent solution comprising a mixture of cannabinoids. The methods comprise solubilizing the mixture of cannabinoids in C5-C7 hydrocarbon solvents, adding thereto a selected amine to thereby precipitate a CBDA-amine salt therefrom, dissolving the recovered CBDA-amine salt in a selected solvent and then adding thereto a selected antisolvent to thereby recrystallizing a purified CBDA-amine salt therefrom. The recrystallized CBDA-amine salt may be decarboxylated to form a mixture of cannabidiol (CBD) and amine. The CBD amine mixture may be acidified to separate the amine from CBD. The recovered CBD may be concentrated to produce a highly purified CBD. Also disclosed are CBDA-amine salts produced with certain amines selected from groups of secondary amines, tertiary amines, diamines, amino alcohols, amino ethers, and highly basic amines.

A method of making CBD concentrate or CBD Isolate comprises (a) milling a raw material; (b) contacting the milled raw material with an extraction solvent and separating a solid waste material to form a filtered extract; (c) concentrating the filtered extract; (d) washing the concentrated extract to form an organic phase and an aqueous phase; (e) separating the aqueous phase from the organic phase to form a washed extract; (f) removing an organic solvent from the washed extract to form a concentrated washed extract; (g) decarboxylating the concentrated washed extract; (h) vacuum distilling the decarboxylated extract to form a distillate; (i) dewaxing the distillate to form a post-dewax filtrate; (j) applying a vacuum to the post-dewax filtrate to form a post-dewax concentrate; (k) degassing the post-dewax concentrate; and (l) vacuum distilling the degassed concentrate to form a CBD concentrate.

A method of making CBD concentrate or CBD Isolate comprises (a) milling a raw material; (b) contacting the milled raw material with an extraction solvent and separating a solid waste material to form a filtered extract; (c) concentrating the filtered extract; (d) washing the concentrated extract to form an organic phase and an aqueous phase; (e) separating the aqueous phase from the organic phase to form a washed extract; (f) removing an organic solvent from the washed extract to form a concentrated washed extract; (g) decarboxylating the concentrated washed extract; (h) vacuum distilling the decarboxylated extract to form a distillate; (i) dewaxing the distillate to form a post-dewax filtrate; (j) applying a vacuum to the post-dewax filtrate to form a post-dewax concentrate; (k) degassing the post-dewax concentrate; and (l) vacuum distilling the degassed concentrate to form a CBD concentrate.

Provided is a method of decomposing phenolic by-products, and more particularly, a method of decomposing phenolic by-products including: supplying a phenolic by-product stream to a decomposition device to perform thermal decomposition; separating an upper discharge stream including effective components and a lower discharge stream including materials having a high boiling point in the decomposition device; supplying the lower discharge stream from the decomposition device, a side discharge stream from the decomposition device, and a process water stream to a mixing device and mixing these streams; and supplying a discharge stream from the mixing device to a layer separation device to separate the discharge stream from the mixing device into an oil phase and an aqueous phase.

Provided is a method of decomposing phenolic by-products, and more particularly, a method of decomposing phenolic by-products including: supplying a phenolic by-product stream to a decomposition device to perform thermal decomposition; separating an upper discharge stream including effective components and a lower discharge stream including materials having a high boiling point in the decomposition device; supplying the lower discharge stream from the decomposition device, a side discharge stream from the decomposition device, and a process water stream to a mixing device and mixing these streams; and supplying a discharge stream from the mixing device to a layer separation device to separate the discharge stream from the mixing device into an oil phase and an aqueous phase.